Windsor County, Vermont Land For Sale (19 results)

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add warmth and character throughout the home. The flexible floor plan includes 3–4bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage—ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America’s first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay—offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England’s most iconic villages.

Experience the perfect blend of luxury, comfort, and Vermont charm in this exceptional 3,456-square-foot home. Built with superior craftsmanship andmeticulous attention to detail, this residence reflects a commitment to quality where every finish was carefully selected and thoughtfully executed. No detail wasoverlooked, with premium materials and high-end finishes throughout, creating a home that is as enduring as it is beautiful. Inside, soaring 20-foot ceilings create adramatic sense of space and light within the open-concept living areas, ideal for both entertaining and everyday living. Beautiful granite countertops, custom cabinetry,and elegant fixtures enhance the home’s refined yet welcoming atmosphere. The property is also equipped with modern conveniences including a 400-amp electricalservice and an EV car charger, offering both efficiency and future-ready functionality. This stunning property offers 4 generously sized bedrooms and 3.5 beautifullyappointed baths, including custom bathrooms with walk-in showers designed for both style and relaxation. The finished lower level features an expansive game roomcomplete with a full wet bar, creating the ultimate space for hosting family and friends after a day on the slopes or lake. Enjoy peaceful distant mountain views from theexpansive custom wood deck along with deeded access to Echo Lake for year-round recreation and outdoor enjoyment. Perfectly situated just minutes from world-classskiing at Killington and Okemo, this property offers the ideal balance of privacy, recreation, and convenience, making it an outstanding full-time residence, vacationgetaway, or investment opportunity.

Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh family for over 200 years, and presently in the hands of a family devoted to its restoration. Inspired by John Marsh who first settled here in 1797, the owners have worked for more than 15 years to bring the abandoned meadows and woodlands back to life, rejuvenate the soil and increase the productivity of the land.As you traverse the quiet country lane leading to the base of Markham Mountain, Red Top includes 53 acres of rolling meadows, bound by historic stone walls that suggest a pastoral past, where sheep and cows once grazed under the watchful eye of the Marsh family. A brook winds through the edge of the property and the Vast Trail runs through another section.With no existing structures to limit the imagination, this property stands as an exceptional site for building a home, offering endless possibilities for both regenerative farming and equestrian interests. Hay meadows managed according to organic principles--with two cuts annually--echoes a commitment to sustainable living. It's a place where gravel biking, long walks, and the delights of snowshoeing or cross-country skiing become everyday joys, not just occasional pastimes.For skiing, Bromley, Okemo, and Stratton are within 20 - 30 minutes. Boston is 3 hours away, and New York is 4.5 hours away. The nationally renowned Weston Theater and The Vermont Country Store are 4.5 miles away.The property is enrolled in current use.Make sure to watch the video.

Two parcels offered together: The headliner is a cliffside building lot with a mesmerizing scenic view of the opposing mountains and the White River winding its way through the valley below. The second parcel sits diagonally across the road and is beneficial for utility purposes. Currently it has a well with an electrical junction box to power the pump, and this feeds fresh water to many of the neighboring homes. While the cliffside parcel is technically 3 acres, the actual building envelope is 0.7 acres before it reaches the cliff edge, and this opportunity is priced accordingly. Still this would be the most spectacular location to perch a house looking out over the river valley. The utility parcel is 2.4 acres, mostly wooded except for a small pond, a short driveway, and some clearing, with a utility pole near the roadside. Access is via a private dirt road. Plowing and maintenance costs are divided among the owners of developed lots only, not vacant ones. Asking Price: $83,000 Size: 3.1 acres usable (5.4 acres total) Address: Vulture Mountain Road Town: Stockbridge, VT 05772 Property Tax: Approximately $1,200 per year. Coordinates: Cliffside parcel 43.78902, -72.69512, Utility parcel 43.78935, -72.69665. Perc Test: Untested. Water Supply: Well or pump connection needed. Survey: Not available. RV Potential: Zoning ordinance does not specify guidelines for RV occupancy. (For the easiest way to find RV land, try The Home Base Herald.) Zoning District: Rural Residential Access: 535 feet of total road frontage. 235 feet on the cliffside parcel, 300 feet on the utility parcel. Association Dues: Road plowing and maintenance is handled by a road maintenance association, costs are divided among the owners of developed lots. Owners of vacant lots pay nothing. Road maintenance associations do not have the same covenants, bylaws, and restrictions as homeowner's associations. Terrain: Cliffside parcel has 0.7 acres deep rolling topography with low-density woods. Deeper than that is the sheer cliff face, which is not usable. The utility parcel is densely wooded, generally flat near the road then ascending a moderately steep hillside. Disclosure: Listing presented by contract-holder of the parcels described. Said contract is advertised herein.

Large wooded parcel ascending two hillsides, with a creek-carved valley in the middle. The eastern side is easy to explore thanks to over 1,500 feet of dirt roads cut through the trees. The western side ascends to a summit with sparse tree cover and amazing scenic views. Beyond this the land continues up and over the ridge line then downhill once again to the Stockbridge town line. This would make an ideal residential subdivision, a dramatic estate with potential 360-degree views, or perhaps a commercial use such as timber or sugaring. In fact a large-scale commercial maple sugar operation is currently in full-swing on the property, so when viewing please take care not to disturb sap lines or equipment. Asking Price: $519,999 Size: 65.6 acres Address: Old Route 12 Town: Barnard, VT 05032 SPAN: 030-009-10626 Property Tax (2025, Current Use): $229.73 Coordinates: 43.78979, -72.65332 Perc Test: n/a Water Supply: Well needed. Survey: n/a RV Potential: RVs not connected to water and located on a lot for fewer than 12 consecutive months are exempt from permitting. (For the easiest way to find RV land, try The Home Base Herald) Zoning District: Rural/Forest/Farmland Access: Dirt right-of-way from Old Route 12. From there a road ascends up the southeast side of the property. Association Dues: n/a Terrain: All wooded. Terrain straddles a valley between two hillsides to the southeast and northwest. To the northwest the boundaries extend over the ridge line and begin descending again on the opposite side. Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.

A rare chance to own a substantial slice of Vermont's countryside, with commercial upside built in. This 62-acre property spans both sides of VT Route 107, offering a diverse landscape along with the flexibility of a commercial zoning designation, opening the door to a range of business and development possibilities. On the south side, mature forested acreage includes a former sugarbush offering privacy, recreational potential, and timber value. On the north side, you'll find stunning riverfront acreage where the property abuts both the White River and Stony Brook, offering exceptional access to fishing, swimming, and peaceful water views that are hard to come by. The property includes an existing house in need of rehab, a blank canvas ready for your vision, and made all the more appealing by a drilled well and up-to-date septic system already in place. Plenty of locations on the property to build away from the road. A large 4-bay equipment garage adds valuable storage and workspace,ideal for tractors, toys, vehicles, or a commercial operation. Whether you're envisioning a commercial venture, a working sugarbush, a renovation project with income potential, or a long-term investment in Vermont land, this property offers the space, natural beauty, water frontage, and zoning flexibility to make it happen. With Route 107 frontage for easy access and two distinct landscapes to explore, the possibilities here are as varied as the terrain itself. This property has been in the same family for generations, and the heirs have retained a section of the riverfront for family get-togethers and summertime camping. Don't miss your chance to own this exceptional piece of the Green Mountains, zoned for opportunity, ready for your ideas. Also being marketed as MLS #5099811 and #5099827.

Welcome to Camp Treetops, a one-of-a-kind mountaintop estate perched high above the White River Valley. This fully operating, high-performing retreat conveys COMPLETELY FURNISHED and turnkey, with panoramic mountain and White River views, total privacy, and a proven income stream already in place. At its heart is the original Sears Roebuck kit hunting cabin, beautifully renovated with warm wood interiors, an open living and dining area, a cozy wood stove, and expansive windows framing the mountains. The covered deck is built for sunrises, sunsets, and brilliant fall foliage. Two additional cabins, newly built in 2023 and 2024, are themed to the roaring 1920s and the classic 1950s, each furnished with authentic antiques for a true blast from the past. A vintage camper adds a memorable glamping stay, and a shared communal space brings guests together. The retreat has offered fresh breakfast and dinner service, and the property runs as a thriving Airbnb with strong, established revenue. Smart, low-impact engineering makes it all work. A dedicated septic design serves the main cabin, while the additional cabins are outfitted with NASA-designed bag-system toilets and outdoor showers. There is also potential room to grow: sites for two more cabins are already cleared with construction under way, maybe allowing a future owner to operate up to five cabins in total, every one capturing the same sweeping mountain and White River views. The setting delivers seclusion with easy access. Close to Route 107 with quick connections to Route 100 and I-89, it sits roughly 30 minutes from Killington Ski Resort and under an hour from Sugarbush Ski Resort. Surrounded by mature forest and dramatic rock outcroppings, Camp Treetops offers rare privacy without sacrificing those long-range views. Whether you want a private family compound, a recreational basecamp, or a turnkey investment with a track record to prove it, 544 Vulture Mountain Road is a truly unforgettable piece of Vermont.

Bring your vision to this private 3-bedroom, 2-bath home with a bonus room, nestled in a sought-after location. Surrounded by nature, this property offers the peace and privacy you've been searching for while providing endless potential to make it your own. Enjoy beautiful views from the large living room windows, or venture outdoors to explore the near-by walking trails. Established herbs and fruit-bearing plants add to the charm, creating a wonderful opportunity for anyone who enjoys spending time outdoors. The detached two-bay garage and additional shed provide ample space for vehicles, tools, equipment, or hobbies. While the home is in need of updates and repairs, it offers a great opportunity for buyers looking to build equity and create a home that reflects their own style. This property is being sold as is, offering a great opportunity for buyers who can see the possibilities it has to offer.

For the first time in over half a century, this extraordinary 100+ acre estate-level property in Barnard is being offered for sale. Cherished by the same family for generations, the property presents a rare opportunity to own one of Vermont s most scenic and versatile landscapes. Commanding long-range mountain views define the setting, while several picturesque spring-fed ponds, rolling meadows, and a network of maintained trails create a private sanctuary for recreation and relaxation. Acres of mature maple trees could support maple syrup production, and an expansive blueberry patch and apple tree collection offers a seasonal bounty. Every detail of the land reflects thoughtful stewardship and a deep connection to Vermont s natural beauty. Anchoring the property is a charming 3-bedroom, 1-bath residence, cozy and welcoming in its simplicity, along with several outbuildings providing flexible space for storage, farming, or future vision. Whether preserved as a generational retreat, developed into a grand country estate, or enjoyed as it is, the property embodies both history and possibility. A true legacy offering, this unique Barnard property captures the essence of Vermont living at its most timeless and refined. Please, no drive-by's.

Welcome to "Green Shutters," an exceptional 20-acre Vermont homestead that seamlessly bridges late-1800s heritage with state-of-the-art, sustainable luxury. While technically a two-bedroom, this highly versatile property offers far more space, featuring a fully renovated circa 1895 farmhouse and a striking modern addition with an oversized heated two-car garage, private guest suite, and multiple bonus sleeping areas. Perfectly situated for recreation and convenience, the home sits less than six miles from Killington s Skyeship Lodge and Long Trail Brewery, and just 14 miles from historic Woodstock. Outdoor enthusiasts will love the direct access to VASA and VAST trail networks, as well as the property's own private trails, brooks, historic foundations, and refreshing outdoor shower. Inside, the architecturally designed floor plan optimizes natural light through premium Marvin windows and features custom wood trim milled directly from trees harvested on the property. Refinished original wood floors blend beautifully with locally sourced slate. The main level offers a chef's kitchen, open dining, and a cozy living area with a vintage Vermont Castings wood stove. The primary suite serves as a peaceful sanctuary with forest and mountain views, radiant floor heat, and a luxury ensuite, while all three bathrooms boast high-end finishes by Frank Webb Home. Rebuilt from the studs up between 2017 and 2026, this high-efficiency, all-electric home is entirely fossil-fuel-free. It features three zones of ducted heat pumps for heating and cooling, electric radiant heat in key areas, a solar-ready garage roof, and buried one-gigabit fiber internet. Built for absolute longevity, the exterior boasts Canadian steel wood-look siding, a metal standing seam roof, and Western cedar decks. This property is a rare masterpiece of green building and classic Vermont charm. Schedule your private showing today.

A rare chance to own a substantial slice of Vermont's countryside, with commercial upside built in. This 62-acre property spans both sides of VT Route 107, offering a diverse landscape along with the flexibility of a commercial zoning designation, opening the door to a range of business and development possibilities. On the south side, mature forested acreage includes a former sugarbush offering privacy, recreational potential, and timber value. On the north side, you'll find stunning riverfront acreage where the property abuts both the White River and Stony Brook, offering exceptional access to fishing, swimming, and peaceful water views that are hard to come by. The property includes an existing house in need of rehab, a blank canvas ready for your vision, and made all the more appealing by a drilled well and up-to-date septic system already in place. Plenty of locations on the property to build away from the road. A large 4-bay equipment garage adds valuable storage and workspace,ideal for tractors, toys, vehicles, or a commercial operation. Whether you're envisioning a commercial venture, a working sugarbush, a renovation project with income potential, or a long-term investment in Vermont land, this property offers the space, natural beauty, water frontage, and zoning flexibility to make it happen. With Route 107 frontage for easy access and two distinct landscapes to explore, the possibilities here are as varied as the terrain itself. This property has been in the same family for generations, and the heirs have retained a section of the riverfront for family get-togethers and summertime camping. Don't miss your chance to own this exceptional piece of the Green Mountains, zoned for opportunity, ready for your ideas. Also being marketed as MLS #5099792 and MLS#5099827.

This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom.

Looking for a property with HUGE equity possibilities?? Your dream mountain retreat perfectly nestled between Okemo/Vail and Killington awaits! This contemporary diamond in the rough boasts mountain views and sits on a double lot in the desirable Hawk resort area. You will fall in love with the floods of natural light that bring the outdoors in. This home is ready for your ideas and finishes allowing you to create the perfect Vermont home. Do you need some extra living space for family or guests?? There is a completely separate entrance to the auxiliary living quarters Whether you're seeking adventure or relaxation, Hawk Spur offers the perfect blend of style and location it just needs your willingness to put some love in. It is ready for the new flooring, fresh paint, new light fixtures and appliances and this home will be stunning and will be well worth your investment. Don't wait to check out this great opportunity in the Okemo/Killington Lakes region.

Original 1800's cape style home situated conveniently between Springfield and Chester. Home has seen updates over the years but continues to show original charm of an 1800's period home, exposed beams in primary bedroom, mixed wood floors, post and beam shed/garage with usable and accessible second floor. The enclosed front porch leads you to the comfortable, sunlit eat in country kitchen which features a large island for cooking, a picture window onto the back deck and access to the garage. Good sized living room runs front to back taking advantage of views of the quiet back yard and the small neighborhood where the home is located. First floor bedroom with exposed beams has a bonus room attached that might be a great spot for a primary bath. Second floor has the standard layout of a bedroom on either side of the stairs one featuring a witch window, somewhat common in New England. The expansive grounds are landscaped with perennials, fruit trees, open and shaded areas and is bordered by a stream. While the home has seen updates over the years for comfort such as newer windows and updated kitchen, drilled well, it has retained its original charm, and the family is ready to move the home on to its new family for the next chapter of its life. This is an estate home and offer "AS IS"

A large private parcel of land located in Cavendish on the Weathersfield line. This 116+- acres is a mix of woods and cleared areas that has beautiful mountain views that can be accessed from Grout road. There is road frontage on scenic vermont route 131 that can access the land with grading. These 2 lot have been surveyed and there are multiple possible building sites. This property is close to Ludlow for skiing, golfing and shopping, also adjacent to the black river for the best trout fishing or hunting on your property. There is no zoning in Cavendish so you may choose your own structure(s), may have solar potential. This is a one of a kind, large parcel of land to make your dreams come true.

SPRING HILL FARM A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and permanence. A later addition introduces a striking post-and-beam great room, with soaring cathedral ceilings and a fieldstone fireplace that brings warmth, scale, and a sense of rustic elegance to the home s traditional architecture. The result is a sophisticated yet approachable interior, ideal for both intimate gatherings and relaxed everyday living. The grounds are equally compelling. A series of manicured ponds adds visual interest and tranquility, drawing wildlife and reflecting the changing sky. Meandering through the property is a spring-fed stream, which courses gently across the land its flow punctuated by small waterfalls. The estate also includes a variety of well-preserved outbuildings,including a potting shed, sugar house, and a recently renovated guest cabin nestled high up in a quiet meadow with big views. While the estate enjoys gentle visibility within the surrounding landscape, it offers a unique sense of openness, rhythm, and retreat perfect for those seeking a connection to land, light, and legacy.

3.00 +/- lot located just minutes from I91, Claremont, Windsor, Springfield and the upper valley. If you have been looking for an untouched piece of land this is your opportunity.

LOCATION LOCATION LOCATION.... options are unlimited for this large ready to develop parcel. Okemo Mountain views, level (and mostly cleared) parcel with MAJOR ROAD FRONTAGE! You can't beat the spot or the wonderful mountain view!** One of the owners is a licensed Vermont Real Estate agent.

Nice piece of land with some selected clearing done but more could be done with the potential of views. Land is both clear and wooded, level and sloping. Located on a quiet gravel road with a mix of single-family homes and small farms it is the perfect reflection of rural Vermont. Just minutes to I91and downtown Springfield makes this a great spot to set down roots.